Plastic cellulose compound



.and its diphenyl ester 1 UNITED STATES PATENT orrlcs GEORGES EMMANUELZELGER, OF MONTREUIL, FRANCE, ASSIGNOILiBY MESNE ASSTGN- MENTS, TO DUPONT FILM MANUFACTURING CORPORATION,

' WARE,'A CORPORATION OF DELAWARE PLASTIC CELLULOSE COMBOUND Ho Drawing.Application filed February 6, 1925, Serial No. 7,242, and in FranceDecember 29, 1924.

The present invention relates to articles of new manufacture, analogousto celluloid, one

of theconstituents of which is a derivative of cellulose of the classusually-employed in the manufacture of threads, filaments, plates,films, varnishes, etc., and to a process for producing these articles.The said derivatives of cellulose are for instancethe formate, thenitrate, the acetate, the nitro-acetate'of cellulose, benzylcellulos'e,ethylcellulose, butylcellulose and like substances.

In order to obtain products of a plastic nature which are butslight-lyinflammable, I propose to incorporate with the selected cellulosederivatives one or more phospho derivatives; i. e. compounds containingone or more atoms of phosphorus which are in direct connection with oneor more atoms of carbon, either free or contained in a radical; thehenzene derivative of phosphorous acid is an example of a phosphoderivative.

According to my invention the substances used for achieving the plasticstate and the fireproof condition are the organic derivatives ofphosphines; for example,'the primary, secondary and tertiary phosphines,such as phenylphosphines', diphenylphosphi'nes and triphenylphosphines;the salts of tetraphenylphosphonium and derivatives of these differentbodies in which one or more hydrogen atoms of the phenyl group arereplaced by other organic groups; the organic derivatives of phosphorousacid (H PO in which the phosphorous is directly connected to a carbonatom, such as, the benzene derivative i and its derivatives, such as itsdiethyl ester 7 and its other alkyl and aromatic esters, its amides etc.I have found that these organic derivatives-of phosphorous acid inwhichthe phosphorus is directly connected to a carbon atom, produce thebest results as regards fireproofing. I

The followingmay be given by way of example of the use of thephosphoderiva tives, and, in particular, the derivatives of phosphorous acid,for. the preparationvof a material resembling celluloid according to myinvention;

1 part of the diphenyl ester of the benzene derivative of phosphorousacid 4 parts of acetate of cellulose r WILMINGTON, nuns..-

are dissolved in a solvent, or mixtureipf sols vents, such asethylacetate, acetone or the like, which are employed in suficientquantity to confer upon the mass the desired fluidity.

The diphenyl ester of the benzenederivative of phosphorous acid may bereplaced, for instance, by the diethyl ester of said benzene derivative;as a rule, I may employ the various phospho derivatives above indicatedwhich are capable of mixing with-the chosen derivativefof cellulose butmy inventionis not limited to the substances specifically enumerated.

The plastic material, thus obtained will serve as a substitute forcelluloid in-'its'various uses; it may be rolled, drawn, moulded orotherwise treated for the manufacture of threads, filaments, bands,plates, cinematographic films, cut films, coatings or varnishes and thelike. In particular, it may be emserves as the backing for the emulsionof cinematographic films or cut films for photographic purposesaDiethyl' or diphenyl esters of the benzene derivative of phosphorousacid in which the hosphorous is directly connected to a carn atom, andcertain methods for producing the same, are discussed in the followingpublications Journal of the American Chemical So- Articles by Michaelisin Liebigs Annalen volume 181 page 303; volume 293 page 225.

Article by Michaelis in Berichte der Deutschen Chemischen Gesellschaft,volume 10 page 816.

Having now described my invention, what I claim as new and desire tosecure by Letters Patent is 1. A composition of matter comprising anorganic derivative of cellulose and the'diethyl ester of the acid C H PO(OH) i 2. A composition of matter comprising an organic derivative ofcellulose and an ethyl ester of the acid C H PO (OH) 3. A composition ofmatter comprising cellulose acetate an d the diethyl ester of the acid GH PO (OH) 4. A composition of matter comprising cellulose acetate and anethyl ester of the acid CaHg PO 2.

5. A composition of matter comprising a cellulose derivative and thediethyl ester of the acid C H PO(OH) 6. A composition of mattercomprising a cellulose derivative and an ethyl ester of 7'. Acomposition of matter comprising cellulose acetate and the diphenylester of the benzene derivative of phosphorous acid.

8. A composition of matter comprising 4 parts of cellulose acetate and 1part of the diphenyl ester of the benzene derivative of phosphorousacid.

9. The process for the manufacture of a plastic compound which comprisesdissolving 4 parts of cellulose acetate and 1 part of the diphenyl esterof the benzene derivative of phosphorous acid in a volatile solvent forthe same.

10. A composition of matter comprising cellulose acetate and a substanceof the group consisting of diethyl and diphenyl'esters of v the benzenederivative of phosphorous acid.

In testimony whereof I have signed my name to this specification.

GEORGES EMMANUEL ZELGER.

